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Organo Photoinduced Decarboxylative Alkylation of Coumarins with N-(Acyloxy)phthalimide
- Source :
- The Journal of Organic Chemistry. 85:1193-1201
- Publication Year :
- 2019
- Publisher :
- American Chemical Society (ACS), 2019.
-
Abstract
- A metal-free and mild, photoinduced decarboxylative 4-position alkylation of coumarins has been reported. Photoinduced single electron transfer has been initiated by utilizing the visible-light absorptivity of Eosin Y for a reductive generation of alkyl radicals from N-(acyloxy)phthalimide esters. Depending on the nature of N-(acyloxy)phthalimide esters (primary, secondary, and tertiary carboxylic acid derived), several saturated and unsaturated C-4 alkylated coumarins were synthesized. Both control experiments and photophysical studies supported a radical based mechanism for the selective alkylation.
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 85
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi...........9194e9c9c67d85b21c544b475741226d